Personal Assistant to Principal
3 days ago
Pittsburgh
Job Description Personal Assistant to Principal Role Overview We are seeking an exceptional Personal Assistant to support a high-net-worth principal with complex personal, professional, and family-office-adjacent responsibilities. This role requires uncommon judgment, discretion, and anticipatory thinking. The ideal candidate operates as a trusted proxy-managing details independently, protecting the principal's time, and preventing problems before they surface. This is not a task-execution role. It is a judgment-based, trust-based position for someone who thrives on responsibility, confidentiality, and long-term partnership. Core Responsibilities Principal Support & Gatekeeping • Serve as primary gatekeeper for the principal's time, communications, and priorities, • Act as a proxy decision-maker on routine and sensitive matters, escalating only what truly requires principal involvement, • Anticipate needs, risks, and opportunities without being directed, • Own all calendar strategy, not just scheduling-optimize time, energy, and focus, • Plan and manage complex domestic and international travel, including contingencies, • Coordinate logistics across multiple residences, offices, and time zones, • Prepare the principal thoroughly for meetings, events, and decisions Confidential & Sensitive Matters • Handle highly confidential personal, financial, and legal information with absolute discretion, • Interface with attorneys, CPAs, bankers, investment professionals, and household staff, • Manage sensitive correspondence and communications on behalf of the principal, • Maintain secure systems for records, documents, and information flow Personal & Household Coordination • Oversee personal appointments, family commitments, and private engagements, • Coordinate with household staff, vendors, and service providers as needed, • Manage personal projects and special initiatives from concept through completion, • Ensure seamless execution across personal and professional domains Required Experience & Profile Experience • 7+ years supporting a senior executive, principal, or HNW/UHNW individual, • Experience in a family office, private equity, investment firm, or high-pressure executive environment strongly preferred, • Proven track record of long-term roles built on trust and discretion Core Traits (Non-Negotiable) • Exceptional judgment and ability to prioritize in ambiguous situations, • Discretion and confidentiality at the highest level, • Anticipatory mindset-acts before being asked, • Strong backbone-comfortable saying "no" on behalf of the principal, • Calm under pressure and unfazed by complexity or changing priorities, • Detail-oriented without losing strategic perspective Working Style & Expectations • Highly autonomous with minimal supervision, • Flexible availability aligned with the principal's needs (not a rigid 9-to-5 role), • Comfortable blending personal and professional responsibilities seamlessly, • Maintains professionalism, boundaries, and sound judgment at all times Compensation & Structure • Competitive compensation commensurate with experience, • Performance-based bonus, • Comprehensive benefits, • Long-term role with opportunity to grow in scope and responsibility What Success Looks Like • The principal's time is protected and optimized, • Issues are resolved before they reach the principal, • Communication is filtered, contextualized, and precise, • The principal operates more effectively, calmly, and strategically because of your presence Confidentiality • This role requires the highest level of discretion., • A comprehensive NDA will be required, and confidentiality is considered fundamental to performance. Candidates who thrive in this role take pride in being indispensable, invisible when appropriate, and relentlessly reliable.